(1S,2S,5R,6R,10S,16R,17R)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.05,8.016,19]icos-13(19)-ene-17-carboxylic acid

Details

• Internal ID: 9df5cb9e-6767-4d11-a256-cb31f6e6c99e
• Taxonomy: Organoheterocyclic compounds > Azepanes
• IUPAC Name: (1S,2S,5R,6R,10S,16R,17R)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.05,8.016,19]icos-13(19)-ene-17-carboxylic acid
• SMILES (Canonical): CC1CN2C13CCC4(C(C2)CCC5=C6C4(C3=O)CC(C6CC5)C(=O)O)C
• SMILES (Isomeric): C[C@@H]1CN2[C@]13CC[C@]4([C@@H](C2)CCC5=C6[C@]4(C3=O)C[C@H]([C@H]6CC5)C(=O)O)C
• InChI: InChI=1S/C22H29NO3/c1-12-10-23-11-14-5-3-13-4-6-15-16(18(24)25)9-21(17(13)15)19(26)22(12,23)8-7-20(14,21)2/h12,14-16H,3-11H2,1-2H3,(H,24,25)/t12-,14-,15-,16-,20+,21+,22-/m1/s1
• InChI Key: VZUWYTVCXIXPRR-KLLJWVCPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₃
• Molecular Weight: 355.50 g/mol
• Exact Mass: 355.21474379 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9338	93.38%
Caco-2	+	0.7884	78.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5422	54.22%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6116	61.16%
P-glycoprotein inhibitior	-	0.8580	85.80%
P-glycoprotein substrate	-	0.7350	73.50%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7081	70.81%
CYP3A4 inhibition	-	0.8476	84.76%
CYP2C9 inhibition	-	0.8175	81.75%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.8016	80.16%
CYP1A2 inhibition	-	0.7341	73.41%
CYP2C8 inhibition	-	0.7115	71.15%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4785	47.85%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8814	88.14%
Skin irritation	-	0.7015	70.15%
Skin corrosion	-	0.8949	89.49%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4459	44.59%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6279	62.79%
skin sensitisation	-	0.8066	80.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6842	68.42%
Acute Oral Toxicity (c)	III	0.5642	56.42%
Estrogen receptor binding	+	0.7428	74.28%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.6032	60.32%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	+	0.6241	62.41%
PPAR gamma	-	0.7065	70.65%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9249	92.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.02%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.61%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.28%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	83.16%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.46%	85.14%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 101839808
• LOTUS: LTS0135740
• wikiData: Q105300003